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Preparation method of benzaldehyde glycerol acetal

A technology of benzaldehyde and glycerin, applied in chemical instruments and methods, organic compound/hydride/coordination complex catalysts, catalytic reactions, etc., to achieve high activity, high selectivity, and high catalytic activity

Active Publication Date: 2021-01-05
金睿睿
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

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  • Preparation method of benzaldehyde glycerol acetal
  • Preparation method of benzaldehyde glycerol acetal
  • Preparation method of benzaldehyde glycerol acetal

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Embodiment 1

[0035] Preparation of Polymerized Ionic Liquid Catalyst:

[0036] (1) Preparation of sulfonic acid functional cationic monomer

[0037]

[0038] Under the protection of nitrogen, add N-4-vinylbenzyl-N,N-dimethylamine (9g) into a reaction kettle with 60ml of absolute ethanol, stir at room temperature, and continuously and slowly drop into 1,3-propanesulfonic acid Esters (6.2g), after the dropwise addition, the system was heated up to 80°C at a rate of 1°C / min, and reacted overnight; then cooled to room temperature, the solvent was removed under reduced pressure, washed with dichloromethane to remove unreacted raw materials, and dried to obtain light Brown viscous liquid product, yield 98%. 1 H NMR (400MHz, CDCl 3 )δ=2.21(m,2H,CH 2 ), 3.18 (m,2H,CH 2 ), 3.34 (s,6H,CH 3 ), 3.53(t,2H,CH 2 ), 4.30 (s,2H,CH 2 ), 5.12 (d,2H,=CH 2 ), 6.12 (t, H, =CH), 6.96 (d, 2H, CH), 7.19 (d, 2H, CH).

[0039] (2) Preparation of hydroxyl-functionalized imidazolium cationic monomer

[00...

Embodiment 2

[0049] With the H of step (4) in embodiment 1 3 PMo 12 o 40 Phosphomolybdic acid was replaced by an equivalent amount of H 3 PW 12 o 40 Phosphotungstic acid, other with embodiment 1.

Embodiment 3

[0051] The 8-chloro-n-octanol of step 2 in the embodiment is replaced by an equivalent 8-chloro-n-octane, and the others are the same as in Example 1.

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Abstract

The invention discloses a preparation method of benzaldehyde glycerol acetal. The method adopts a solid catalyst composed of phosphomolybdic acid anions and polymeric ionic liquid cations to catalyzethe reaction of benzaldehyde and glycerol, and due to the fine adjustment of acid-base sites, the yield of benzaldehyde glycerol acetal prepared through the method reaches 95%, and meanwhile, the six-membered ring acetal has specific selectivity.

Description

technical field [0001] The invention belongs to the field of organic synthesis, and in particular relates to a preparation method of glycerin benzaldehyde. Background technique [0002] Glycerol benzaldehyde (benzaldehyde glycerol acetal) is a colorless to light yellow viscous liquid with sweet berry and bitter almond aroma. It can be used as a food additive, and it is also an important chemical and pharmaceutical intermediate. It is formed by the condensation of benzaldehyde and glycerol under the catalysis of phosphoric acid and other acids. Since glycerol has three hydroxyl groups, there are two products when it is condensed into a ring. The product of glycerol benzaldehyde is formed by the hydroxyl groups at the 1 and 2 positions. Five-membered ring acetal (4-hydroxymethyl-2-phenyl-1,3-dioxolane) and six-membered ring acetal (2-phenyl-1,3-di Oxyhexan-5-ol) mixture. [0003] (Fine Petrochemical Industry, November 2006, Volume 23, Issue 6, 69). [0004] Prior art real...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07D317/20B01J31/18
CPCB01J31/0279B01J31/0284B01J31/0298B01J2231/4288C07D317/20
Inventor 金睿睿
Owner 金睿睿
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